Jack: Don’t worry, I’m a good swimmer.
Connie: I knew you’d be good.
Jack: I am for you.
Isn’t that the sweetest? That is definitely one aww moment for me and if that isn’t enough reason for you to see the movie, then you probably won’t enjoy it.
Philip Seymour Hoffman is one of Hollywood’s underrated actors. His most famous movies are: The Big Lebowski, Almost Famous, Cold Mountain, The Talented Mr. Ripley, Capote, Doubt only to name a few. The movie is based on a play written by Robert Glaudini, who also wrote the screenplay of the movie. This is Philip Seymour Hoffman’s directorial debut.
Jack Goes Boating (2010) is a quirky love story about a shy limo driver Jack (Philip Seymour Hoffman), who gets set up with Connie (Amy Ryan), a not-so-emotionally-stable-woman and tells the story of how he goes out of his way to try to impress her. When Connie tells him that she would want to go boating with him in the summer (it is winter when she tells him this). He learns how to swim for her and when she tells him that no one has ever cooked for her. He learns how to cook the perfect meal for her.
And while Jack and Connie slowly learn to trust each other and let go of each other’s fears, his friend Clyde and his wife Lucy’s (Daphne Rubin-Vega) marriage is slowly reaping at the seams. The story is about trust and what happens when trust is lost in a relationship.